Nornorcapsaicin

Base Information

• Chemical Name: Nornorcapsaicin
• CAS No.: 61229-09-2
• Molecular Formula: C16H23NO3
• Molecular Weight: 277.364
• UNII: YK7PP27EXN
• DSSTox Substance ID: DTXSID901317039
• Nikkaji Number: J482.639F
• Metabolomics Workbench ID: 47304

Synonyms:nornorcapsaicin;Dinorcapsaicin;61229-09-2;(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-6-methylhept-4-enamide;CHEBI:172515;DTXSID901317039;N-[(4-Hydroxy-3-methoxyphenyl)methyl]-6-methyl-4-heptenamide;(4E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-6-methylhept-4-enamide;4-Heptenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-6-methyl-, (E)-

Chemical Property of Nornorcapsaicin

Chemical Property:

• Vapor Pressure: 8.35E-10mmHg at 25°C
• Boiling Point: 479.1°Cat760mmHg
• Flash Point: 243.6°C
• Density: 1.066g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 277.16779360
• Heavy Atom Count: 20
• Complexity: 315

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C=CCCC(=O)NCC1=CC(=C(C=C1)O)OC
• Isomeric SMILES: CC(C)/C=C/CCC(=O)NCC1=CC(=C(C=C1)O)OC

Technology Process of Nornorcapsaicin

There total 8 articles about Nornorcapsaicin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Benzoic acid 2-benzenesulfonyl-1-(2-methoxycarbonyl-ethyl)-3-methyl-butyl ester → nornorcapsaicin (61229-09-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Na(Hg), MeOH / tetrahydrofuran / 8 h / -20 °C

2: aq. KOH / ethanol / 1 h / Heating

3: thionyl chloride / 1.) RT, 18 h, 2.) 100 deg C, 30 min

4: diethyl ether / 72 h / Ambient temperature

With methanol; potassium hydroxide; thionyl chloride; sodium amalgam; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1021/jo00240a024

Reference yield:

(4Z)-6-methylhept-4-enoic acid (61229-07-0) → (Z)-6-Methyl-hept-4-enoic acid 4-hydroxy-3-methoxy-benzylamide (61229-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 1.) RT, 18 h, 2.) 100 deg C, 30 min

2: diethyl ether / 72 h / Ambient temperature

With thionyl chloride; In diethyl ether;

DOI:10.1021/jo00240a024

Reference yield:

(Z)-methyl 6-methylhept-4-enoate (112375-44-7) → (Z)-6-Methyl-hept-4-enoic acid 4-hydroxy-3-methoxy-benzylamide (61229-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. KOH / ethanol / 1 h / Heating

2: thionyl chloride / 1.) RT, 18 h, 2.) 100 deg C, 30 min

3: diethyl ether / 72 h / Ambient temperature

With potassium hydroxide; thionyl chloride; In diethyl ether; ethanol;

DOI:10.1021/jo00240a024

upstream raw materials:

Vanillylamin

(Z)-6-Methyl-hept-4-enoyl chloride

(4Z)-6-methylhept-4-enoic acid

(Z)-methyl 6-methylhept-4-enoate

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